Pseudophenmetrazine Explained

Pseudophenmetrazine is a psychostimulant compound of the morpholine class. It is the N-demethylated and cis-configured analogue of phendimetrazine as well as the cis-configured stereoisomer of phenmetrazine.[1] In addition, along with phenmetrazine, it is believed to be one of the active metabolites of phendimetrazine, which itself is inactive and behaves merely as a prodrug.[2] Relative to phenmetrazine, pseudophenmetrazine is of fairly low potency, acting as a modest releasing agent of norepinephrine (EC50 = 514 nM), while its (+)-enantiomer is a weak releaser of dopamine (EC50 = 1,457 nM) whereas its (−)-enantiomer is a weak reuptake inhibitor of dopamine (Ki = 2,691 nM);[3] together as a racemic mixture with the two enantiomers combined, pseudophenmetrazine behaves overall more as a dopamine reuptake inhibitor (Ki = 2,630 nM), possibly due to the (+)-enantiomer blocking the uptake of the (−)-enantiomer into dopaminergic neurons and thus preventing it from inducing dopamine release. Neither enantiomer has any significant effect on serotonin reuptake or release (both Ki = >10,000 nM and EC50 = >10,000 nM, respectively).

See also

Notes and References

  1. Book: Macdonald F . Dictionary of Pharmacological Agents . 18 May 2012 . 1997 . CRC Press . 978-0-412-46630-4 . 1333.
  2. Rothman RB, Katsnelson M, Vu N, etal . Interaction of the anorectic medication, phendimetrazine, and its metabolites with monoamine transporters in rat brain . European Journal of Pharmacology . 447 . 1 . 51–7 . June 2002 . 12106802 . 10.1016/S0014-2999(02)01830-7.
  3. Partilla JS, Dempsey AG, Nagpal AS, Blough BE, Baumann MH, Rothman RB . Interaction of amphetamines and related compounds at the vesicular monoamine transporter . The Journal of Pharmacology and Experimental Therapeutics . 319 . 1 . 237–46 . October 2006 . 16835371 . 10.1124/jpet.106.103622 . 10.1.1.690.6669 . 22730478 .